
Family-friendly holiday rentals in Wellington
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wellington
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Little Blue Cottage: Perfect for families!
This little blue house is in the heart of Wellington. 5 min to The Drake, grocery, cafes, shops & market. Easy walk to the beach and trail for miles of biking, even past wineries! Newly renovated with a lovely kitchen & bathroom. This house has 2 bedrooms, (1 queen bed and 2twin beds). The home is sunny and has been designed with comfort in mind. Privacy & location make this a great base to explore PEC! Please note that July & August bookings are minimum 7 days with check in/out on Saturday

Modern Boho Studio | Cozy Stay + Kitchenette
Nestled just 5 minutes north of the 401 highway at Belleville, or 20 minutes north of PEC, The Ashley is a charming oasis of modern comfort and convenience. A renovated gem boasts a sleek and contemporary design, ensuring a memorable stay in every single unit. Whether you're here for a golf getaway or to explore the local attractions, you'll find our motel to be the perfect starting point for your adventure. Book your stay with us and discover a world of relaxation, excitement, and golfing fun.

The Village Suites - THE VINEYARD
Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main Bistro and Midtown Brewery Across the street enjoy our local piano bar "The Stache". For great coffee and breakfast head to Enid Grace Cafe. Also, Ice cream and bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

Wellington Guest Suite on Main!
Our 1928 Victorian-style home is on Main Street in Wellington! This offers the convenience of walking out your front door & enjoying our charming village by the water & all it has to offer. Our guest suite is a newly renovated 1 bdrm with lounge area, 1 bath & eat-in kitchenette if you wish to make breakfast/lunch. Enjoy morning coffee or before dinner cocktail on our deck outside the guest suite to take in the great vibe of Wellington & people enjoying this community. License #ST-2023-0009

The Bloomfield Guest House
Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

Walk to Drake, 20+ Hillier wineries, Rotary Beach!
Welcome to Prince Edward County! Our spacious 800sqft rental has you located within a 5 minute walk to downtown Wellington where you can enjoy amazing meals at the Drake Devonshire, Idle Wild, East & Main and El Condesa. You're a 20 minute bike ride from renowned wineries such as Norman Hardie, The Grange, Closson Chase and 20+ others. Finally, you're only a 20 minute drive from Sandbanks, an Ontario provincial park with three expansive sandy beaches on Lake Ontario. Enjoy County living!

Little Ben Prince Edward County
Little Ben's license allows 2 adults and one child age 10 and under. Located ten feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence Number ST-2019-0358

Funky studio Apt Full kitchen 5 min to Main St
Welcome to our renovated Mid Century Modern private studio apartment. Designed for comfort, functionality and convenience, featuring unique colorful furnishings offering you an alternative hotel stay. The apt is fully equipped for your comfortable stay, featuring a queen bed, full kitchen with new appliances, including a full size stove, microwave and fridge/freezer to accommodate your extended stay. You have your own full private bathroom with walk-in shower and in-suite laundry

Modern open concept farmhouse studio w/parking
Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

The Hull House - Lake Ontario Waterfront w Sauna
Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever changing skies. Ideally located at the centre of Prince Edward County’s web of vibrant restaurants and wineries, the Hull House offers 200 + feet of private lake frontage, 2 acres of land, a sauna and many luxuries for your well deserved vacation.

Bright and Cheerful 2-bedroom, Lakefront Cottage
Lakefront cottage located in beautiful Prince Edward County. Great for 2 adults and 2 children. This adorable 2 bedroom cottage is on Consecon Lake, 5 minutes from the village of Consecon and close to beaches, wineries, Wellington and the 401. Enjoy the central location as you explore this beautiful region! More space available next door: https://www.airbnb.com/l/rW8ddIpQ

Our County Place
In the heart of Wellington, our updated 1880's farmhouse offers the best of the county. Bike to world-class vineyards, walk to the beach and great restaurants, or kick-back by a bonfire and count the stars. (July and August, weekly only Saturday to Saturday) Our County Place is a registered Short-term Accommodation in Prince Edward County (#ST-2019-0350)
Popular amenities for Wellington family-friendly rentals
Family-friendly home rentals with a hot tub

Rustic Private Cabin Getaway W/Hot tub+ EV charger

Summer House PEC *Free Sandbanks Beach Pass!*

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

The Miller Inn & Suites with Hot Tub!

The Cozy Postmaster’s House PEC w/ new Hot Tub!

Comfortable Inn Quinte

The JamesEvan - Brand New Beautiful Renovated Home

Hygge House, Cozy Boutique Guest House
Family- and pet-friendly home rentals

Roslin Hall

Rv Glamping w/Outdoor Tub | 15 mins to Alpaca Farm

Desta, A perfect home base to explore the County.

Globe House Prince Edward County

Waterfront Comfy Guesthouse, Prince Edward County

thecountycricket, Luxury loft near Picton

Artist Cottage View of Lake Ontario

The Spruce Family Cottage -2 Bedrm.
Family-friendly home rentals with a pool

Goldie's PEC

Nestled In B&B - sole, private use of lower level

Dragonfield House: a beautiful stay in central PEC

The Old Stone Farmhouse with Hot Tub & Heated Pool

Lakefront Cottage with Pool, Hot Tub & Sauna

A Modern Creekside Retreat in PEC (STA 2019-0276)

Pearadise on West Lake | Waterfront w/ Pool

White Cedar Hill
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 SGD | $237 SGD | $261 SGD | $319 SGD | $353 SGD | $385 SGD | $423 SGD | $437 SGD | $342 SGD | $294 SGD | $278 SGD | $248 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Wellington

Total holiday rentals
Explore 80 holiday rentals in Wellington

Nightly prices starting at
Wellington holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 6,680 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Wellington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellington rentals

4.9 Average rating
Wellington stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with outdoor seating Wellington
- Rentals with a patio Wellington
- Rentals with a fireplace Wellington
- Cottage rentals Wellington
- Pet-friendly rentals Wellington
- Rentals with lake access Wellington
- Rentals with a washing machine and dryer Wellington
- House rentals Wellington
- Flat rentals Wellington
- Rentals with beach access Wellington
- Waterfront rentals Wellington
- Rentals with a firepit Wellington
- Family-friendly rentals Prince Edward
- Family-friendly rentals Prince Edward County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Wolfe Island
- North Beach Provincial Park
- Black Bear Ridge Golf Course
- Presqu'ile Provincial Park
- Cobourg Beach
- Batawa Ski Hill
- Grange of Prince Edward Vineyards and Estate Winery
- Traynor Family Vineyard
- Redtail Vineyards
- Closson Chase Vineyards
- Hinterland Wine Company
- Casa-Dea Winery & Banquet Hall
- Rosehall Run Vineyards Inc
- Timber Ridge Golf Course




